| Blue Canoe | Blue Mountain | 4:39 | |
| Gold Dust Woman - Remastered | Waylon Jennings | 4:00 | |
| Texas Eagle | Steve Earle, The Del McCoury Band | 3:28 | |
| Window on the World | John Hiatt & The Goners | 3:36 | |
| Why Do You Hurt Me So | The Subdudes | 3:08 | |
| South | Blackie & The Rodeo Kings | 4:24 | |
| Northeast Texas Woman | Jerry Jeff Walker | 4:15 | |
| Amarillo Highway | Robert Earl Keen | 2:27 | |
| Paper Cowboy | Margo Price | 6:15 | |
| Harlem River Blues | Steve Earle | 3:10 | |
| Velvet Guitar | Alejandro Escovedo | 4:23 | |
| Run Primo Run | Chuck Prophet | 4:01 | |
| The "Ella B" - Remastered | Amazing Rhythm Aces | 4:33 | |
| The Piano Has Been Drinkin' (Not Me) | Dan Hicks & His Hot Licks | 3:30 | |
| Pancho & Lefty | Jason Isbell, Elizabeth Cook | 4:53 | |
| Lightning Bar Blues | Arlo Guthrie | 2:52 | |
| Poor Poor Pitiful Me | Warren Zevon | 3:05 | |
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | |
| Tear-Stained Letter | Richard Thompson | 4:42 | |
| Two Angels | The Jayhawks | 4:09 | |
| Codeine | Jason Isbell and the 400 Unit | 5:44 | |
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| Big Mouth Blues - Remastered Version | Gram Parsons | 3:58 | |
| Everything's Gonna Be Alright | Paul Thorn | 4:44 | |
| Waitin' on the Sky | Steve Earle | 3:28 | |
| Sure to Fall | Valerie June | 2:51 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Slate | Uncle Tupelo | 3:24 | |
| Chick Singer, Badass Rockin’ | Ray Wylie Hubbard | 2:55 | |
| The Galway Girl | Sharon Shannon, Steve Earle | 3:00 | |
| Colorado | Stephen Stills | 2:52 | |
| Over Yonder (Jonathan's Song) | Steve Earle | 3:56 | |
| Willin' | Little Feat | 2:54 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| I Don't Wanna Grow Up | Hayes Carll | 3:37 | |
| Blue | The Jayhawks | 3:09 | |
| Magnolia Mountain | Ryan Adams & The Cardinals | 5:51 | |
| Gone Gone Gone (Done Moved On) | Robert Plant, Alison Krauss | 3:32 | |
| Gentleman Of Leisure | Jesse Winchester | 3:52 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| Juanita | The Flying Burrito Brothers | 2:30 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Stomp And Holler | Hayes Carll | 3:07 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| I Ain't Ever Satisfied | Steve Earle, The Dukes | 4:03 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| 105 | Fred Eaglesmith | 2:48 | |
| Sister's Coming Home/Down At The Corner Beer Joint - Live | Margo Price, Steve Earle | 3:09 | |
| No Place Like The Right Time | Donna The Buffalo | 4:22 | |
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | |